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Thanksgiving is just over a week away, and I have a few more cookies to show you so that you can get decorating! What would Thanksgiving be without Pilgrims and Indians?

I’m going to show you how to do the pilgrims. For a great Indian tutorial, go check out Sugarbelle’s blog today!

It’s hard to find cute people cookie cutters. I wanted to do some pilgrims, but couldn’t find a cutter that would work. I had an idea of how to piece together a pilgrim boy (I’ll show you that in a minute), but I had no idea how to do a pilgrim girl.

So I was baking some cookies for my Leaves and Acorns post, and I used the Wilton Leaves and Acorns cutter set. I was cutting out the cookies, and I got to the largest acorn. I thought, “Who needs an acorn this big?? Acorns are small!” But I baked one anyway because I wanted one of each size. As I was pulling the tray of cookies out of the oven, the large acorn was up-side down, and I had an Oprah “aha” moment. I thought it might just make a cute girl pilgrim.

On one of these, I cut off the “stem” of the acorn, and the other I left it on. You can decide which way you like it best when you’re doing it. Here’s how you make her.

Bake some large acorn cookies. Let ’em cool.

Unless you’re awesome at free-handing circles, find a circle template to trace around. I used the smallest circle from the Nylon Circle set, which happens to be 1 1/2 inches in diameter. Use a boo-boo stick (or some other sharp object) to trace around it on your cookie.

Brush off the crumbs, and you’ll be left with a nice outline to follow.

There’s your pilgrim girl outline. Now I’m going to show you how to do the boy, and after that, I’ll show you what to do next.

For the boy, I had a small pilgrim hat cutter that I wanted to use to piece a guy together. So I used that and the second-smallest circle from the nylon circle set (1 7/8″, but a 2″ cutter would do!). Cut one hat, and two circles, and then cut one of the circles in half.

Cut a chunk off one of the circles using the same size cutter you used to cut your circles.

Fit one of the half-circles into the first circle.

Then trim off the top of the circle with the pilgrim hat.

And fit the hat into place.

If you happen to have a large snowman cookie cutter with a top hat, you could chop him in half and it would be the same effect. I just didn’t have one large enough.

Bake him up and let him cool. Use the 1 1/2″ circle template (same one you used on the girl), to mark where is face is.

Outline the hat. It’s super easy to do because you’ll see the lines from where you pieced him together. Go ahead and fill in the hat band while you’re at it.

Then outline the head:

Add some ears:

And some hair. Notice I went outside the lines a little. I wanted his hair to be a little wider than his face. No problem. Nothing a boo boo stick won’t fix.

Scrape out the outlines from inside the hair area. Add a collar.

Now you’re ready to add some color. There is definitely no right or wrong way to fill these sections in. This is just how I did it. First I filled in their faces.

Next, fill in their hair. I did these two different shades of brown, just because I happened to have it, but no need to make two different colors. They’ll look cute all matchy-matchy, too.

Next fill in the girl’s hat, and their collars.

Fill in the guy’s hat with gray (mostly Bright White, with a little drop of Super Black), and the bitty parts of their shirts black.

After it dries for a bit, go back and add some outlining to their hair to give it some texture. I just used the same color, and small tip (#1).

This next step is totally optional. I actually really hated it after I did it, and wished I hadn’t. But then it started to grow on me. So it’s up to you! If desired, add some pleat marks to the girl’s hat. Or not.

Also add some white buttons to their shirts. And a yellow buckle to the boy’s hat.

Then the faces. OHHHHH the faces! I really hate doing faces. This is how I did it the first time, and I really, truly hated how they looked. I think maybe it was the nose. I don’t know. Noses are hard. So before you put a face on your pilgrims, practice a little, and also maybe check out how Sugarbelle does faces, because they’re totally cute.

On the next ones I did, I stole the Sugarbelle nose, and they were much cuter:

The way I make eyelashes is really easy (but I didn’t get a picture). Pipe on some black ovals in pretty thin frosting. Then, working quickly while the frosting is still wet, use the tip of a sharp boo boo stick to pull the eyelashes outward (sometimes boo boo sticks can get a little dull with use. Keep one sharp for jobs like this). It might take a few tries, but you’ll get the hang of it.

After you’re done, add a little dot of white frosting to the eye to give it some sparkle. And you’re done!

I have all those cutters and dough in the fridge. Thank you Karen! I SOOO know what I am going to try making today. I just love your cookies. They turned out super cute and thanks for the tutorial on how to create them. I am so excited now to try them!

I love decorated cookies. I can look at them hours on end. I love you showing how you do each step. I think the little button nose adds to the “happiness” of their faces. These cookies are a work of art.

OOOOOOOOOOH the little blonde Pilgrim Girl looks like a Dutch Girl!!!!!!!!!!! the pointier hat on the brunette looks like a traditional Dutch hat! leave off the black detail on the blonde girl and have a slightly pointier hat…….voila! I’m of Dutch descent, so this immediately caught my eye!!!!!!! BEAUTIFUL cookies!!!!!!!!!!! LOVE these! Thank you for sharing with everyone!